Browse
Submit Data
Databases
API
Help

Dataset Information

27 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Regioisomeric control of layered crystallinity in solution-processable organic semiconductors.

ABSTRACT: The construction and control of 2D layered molecular packing motifs with functionally substituted π-electron cores are crucial for developing organic electronic materials and devices. We investigated a regioisomeric structure-property relationship in high-performance and solution-processable layered organic semiconductors based on mono-octyl-substituted benzothieno[3,2-b]naphtho[2,3-b]thiophene (mono-C8-BTNT). We demonstrated that an isomorphous bilayer-type layered herringbone packing motif is obtainable in a series of four positional isomers of mono-C8-BTNTs whose π-electron core is substituted by an octyl chain at one of the four most peripheral positions with roughly keeping the rod-like molecular shape. These regioisomeric compounds exhibited systematic variations in the solvent solubility and liquid-crystalline phase transitions at elevated temperatures. The analysis of intermolecular interaction energies in the crystals based on dispersion-corrected DFT calculations revealed that the crystals of 2- and 8-mono-C8-BTNTs are more stable than those of 3- and 9-mono-C8-BTNTs owing to the higher ordering of alkyl chain layers in the crystals. Such differences of the stability in their crystal formation are closely correlated with TFT performances, where the single-crystal devices of the 2- and 8-mono-C8-BTNTs substituted at the most peripheral positions exhibit high-performance TFT characteristics with a mobility of approximately 10 cm² V^-1 s^-1.

SUBMITTER: Inoue S

PROVIDER: S-EPMC8647348 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Solution-processable reduced graphene oxide template layer for molecular orientation control of organic semiconductors.

Project description:A reduced graphene oxide (rGO) film is first applied to a surface template layer to control the molecular orientation of crystalline organic semiconductors. The ultrathin and ultrasmooth rGO layer was successfully prepared on a substrate without a transfer process by spin-coating a carefully purified GO aqueous dispersion. This rGO layer exhibited a strong templating effect rivaling monolayer graphene, inducing a face-on orientation of copper phthalocyanine molecules leading to significant improvement of vertical carrier mobilities. The highly-conductive and transparent rGO film does not hamper charge transport at the interface and photoabsorption unlike conventional templating materials. This method can be widely used for vertical organic devices that require high carrier mobilities and strong photoabsorption/emission.

| S-EPMC9073147 | biostudies-literature

Tethered tertiary amines as solid-state n-type dopants for solution-processable organic semiconductors.

Project description:A scarcity of stable n-type doping strategies compatible with facile processing has been a major impediment to the advancement of organic electronic devices. Localizing dopants near the cores of conductive molecules can lead to improved efficacy of doping. We and others recently showed the effectiveness of tethering dopants covalently to an electron-deficient aromatic molecule using trimethylammonium functionalization with hydroxide counterions linked to a perylene diimide core by alkyl spacers. In this work, we demonstrate that, contrary to previous hypotheses, the main driver responsible for the highly effective doping observed in thin films is the formation of tethered tertiary amine moieties during thin film processing. Furthermore, we demonstrate that tethered tertiary amine groups are powerful and general n-doping motifs for the successful generation of free electron carriers in the solid-state, not only when coupled to the perylene diimide molecular core, but also when linked with other small molecule systems including naphthalene diimide, diketopyrrolopyrrole, and fullerene derivatives. Our findings help expand a promising molecular design strategy for future enhancements of n-type organic electronic materials.

| S-EPMC5966797 | biostudies-literature

Benzothiadiazole versus Thiazolobenzotriazole: A Structural Study of Electron Acceptors in Solution-Processable Organic Semiconductors.

Project description:Despite the rapid progress of organic electronics, developing high-performance n-type organic semiconductors is still challenging. Donor-acceptor (D-A) type conjugated structures have been an effective molecular design strategy to achieve chemically-stable semiconductors and the appropriate choice of the acceptor units determines the electronic properties and device performances. We have now synthesized two types of A1 -D-A2 -D-A1 type conjugated molecules, namely, NDI-BTT-NDI and NDI-TBZT-NDI, with different central acceptor units. In order to investigate the effects of the central acceptor units on the charge-transporting properties, organic field-effect transistors (OFETs) were fabricated. NDI-TBZT-NDI had shallower HOMO and deeper LUMO levels than NDI-BTT-NDI. Hence, the facilitated charge injection resulted in ambipolar transistor performances with the optimized hole and electron mobilities of 0.00134 and 0.151 cm2 V-1 s-1 , respectively. In contrast, NDI-BTT-NDI displayed only an n-channel OFET performance with the electron mobility of 0.0288 cm2 V-1 s-1 . In addition, the device based on NDI-TBZT-NDI showed a superior air stability to that based on NDI-BTT-NDI. The difference in these OFET performances was reasonably explained by the contact resistance and film morphology. Overall, this study demonstrated that the TBZ acceptor is a promising building block to create n-type organic semiconductors.

| S-EPMC9828094 | biostudies-literature

A platform for integrated spectrometers based on solution-processable semiconductors.

Project description:Acquiring real-time spectral information in point-of-care diagnosis, internet-of-thing, and other lab-on-chip applications require spectrometers with hetero-integration capability and miniaturized feature. Compared to conventional semiconductors integrated by heteroepitaxy, solution-processable semiconductors provide a much-flexible integration platform due to their solution-processability, and, therefore, more suitable for the multi-material integrated system. However, solution-processable semiconductors are usually incompatible with the micro-fabrication processes. This work proposes a facile and universal platform to fabricate integrated spectrometers with semiconductor substitutability by unprecedently involving the conjugated mode of the bound states in the continuum (conjugated-BIC) photonics. Specifically, exploiting the conjugated-BIC photonics, which remains unexplored in conventional lasing studies, renders the broadband photodiodes with ultra-narrowband detection ability, detection wavelength tunability, and on-chip integration ability while ensuring the device performance. Spectrometers based on these ultra-narrowband photodiode arrays exhibit high spectral resolution and wide/tunable spectral bandwidth. The fabrication processes are compatible with solution-processable semiconductors photodiodes like perovskites and quantum dots, which can be potentially extended to conventional semiconductors. Signals from the spectrometers directly constitute the incident spectra without being computation-intensive, latency-sensitive, and error-intolerant. As an example, the integrated spectrometers based on perovskite photodiodes are capable of realizing narrowband/broadband light reconstruction and in-situ hyperspectral imaging.

| S-EPMC10368745 | biostudies-literature

Control of Polar/Antipolar Layered Organic Semiconductors by the Odd-Even Effect of Alkyl Chain.

Project description:Some rodlike organic molecules exhibit exceptionally high layered crystallinity when composed of a link between π-conjugated backbone (head) and alkyl chain (tail). These molecules are aligned side-by-side unidirectionally to form self-organized polar monomolecular layers, providing promising 2D materials and devices. However, their interlayer stacking arrangements have never been tunable, preventing the unidirectional arrangements of molecules in whole crystals. Here, it is demonstrated that polar/antipolar interlayer stacking can be systematically controlled by the alkyl carbon number n, when the molecules are designed to involve effectively weakened head-to-head affinity. They exhibit remarkable odd-even effect in the interlayer stacking: alternating head-to-head and tail-to-tail (antipolar) arrangement in odd-n crystals, and uniform head-to-tail (polar) arrangement in even-n crystals. The films show excellent field-effect transistor characteristics presenting unique polar/antipolar dependence and considerably improved subthreshold swing in the polar films. Additionally, the polar films present enhanced second-order nonlinear optical response along normal to the film plane. These findings are key for creating polarity-controlled optoelectronic materials and devices.

| S-EPMC10987142 | biostudies-literature

Fully Solution-Processable Fabrication of Multi-Layered Circuits on a Flexible Substrate Using Laser Processing.

Project description:The development of printing technologies has enabled the realization of electric circuit fabrication on a flexible substrate. However, the current technique remains restricted to single-layer patterning. In this paper, we demonstrate a fully solution-processable patterning approach for multi-layer circuits using a combined method of laser sintering and ablation. Selective laser sintering of silver (Ag) nanoparticle-based ink is applied to make conductive patterns on a heat-sensitive substrate and insulating layer. The laser beam path and irradiation fluence are controlled to create circuit patterns for flexible electronics. Microvia drilling using femtosecond laser through the polyvinylphenol-film insulating layer by laser ablation, as well as sequential coating of Ag ink and laser sintering, achieves an interlayer interconnection between multi-layer circuits. The dimension of microvia is determined by a sophisticated adjustment of the laser focal position and intensity. Based on these methods, a flexible electronic circuit with chip-size-package light-emitting diodes was successfully fabricated and demonstrated to have functional operations.

| S-EPMC5848965 | biostudies-literature

Origin of poor doping efficiency in solution processed organic semiconductors.

Project description:Doping is an extremely important process where intentional insertion of impurities in semiconductors controls their electronic properties. In organic semiconductors, one of the convenient, but inefficient, ways of doping is the spin casting of a precursor mixture of components in solution, followed by solvent evaporation. Active control over this process holds the key to significant improvements over current poor doping efficiencies. Yet, an optimized control can only come from a detailed understanding of electronic interactions responsible for the low doping efficiencies. Here, we use two-dimensional nonlinear optical spectroscopy to examine these interactions in the course of the doping process by probing the solution mixture of doped organic semiconductors. A dopant accepts an electron from the semiconductor and the two ions form a duplex of interacting charges known as ion-pair complexes. Well-resolved off-diagonal peaks in the two-dimensional spectra clearly demonstrate the electronic connectivity among the ions in solution. This electronic interaction represents a well resolved electrostatically bound state, as opposed to a random distribution of ions. We developed a theoretical model to recover the experimental data, which reveals an unexpectedly strong electronic coupling of ∼250 cm-1 with an intermolecular distance of ∼4.5 Å between ions in solution, which is approximately the expected distance in processed films. The fact that this relationship persists from solution to the processed film gives direct evidence that Coulomb interactions are retained from the precursor solution to the processed films. This memory effect renders the charge carriers equally bound also in the film and, hence, results in poor doping efficiencies. This new insight will help pave the way towards rational tailoring of the electronic interactions to improve doping efficiencies in processed organic semiconductor thin films.

| S-EPMC5956981 | biostudies-literature

Organic Thin Film Transistors Incorporating Solution Processable Thieno[3,2-b]thiophene Thienoacenes.

Project description:Bottom-gate bottom-contact organic thin film transistors (OTFTs) were prepared with four novel star-shaped conjugated molecules containing a fused thieno[3,2-b]thiophene moiety incorporated either in the core and/or at the periphery of the molecular framework. The molecules were soluble in CS₂, allowing for solution-processing techniques to be employed. OTFTs with different channel geometries were characterized in both air and vacuum in order to compare environmental effects on performance. Blending the small molecules with poly(styrene), an insulating polymer, facilitated the formation of an even semiconducting film, resulting in an order of magnitude increase in device mobility. The highest field-effect mobilities were in air and on the order of 10-3 cm²/Vs for three of the four molecules, with a maximum mobility of 9.2 × 10-3 cm²/Vs achieved for the most conjugated small molecule. This study explores the relationship between processing conditions and OTFT devices performance for four different molecules within this new family of materials, resulting in a deeper insight into their potential as solution-processable semiconductors.

| S-EPMC5793506 | biostudies-literature

Low-Power Flexible Organic Field-Effect Transistors with Solution-Processable Polymer-Ceramic Nanoparticle Composite Dielectrics.

Project description:Polymer-ceramic dielectric composites have been of great interest because they combine the processability of polymers with the desired dielectric properties of the ceramics. We fabricated a low voltage-operated flexible organic field-effect transistor (OFET) based on crosslinked poly (4-vinyl phenol) (PVP) polymer blended with novel ceramic calcium titanate nanoparticles (CaTiO3 NPs) as gate dielectric. To reduce interface roughness caused by nanoparticles, it was further coated with a very thin PVP film. The resulting OFET exhibited much lower operated voltage (reducing from -10.5 V to -2.9 V), a relatively steeper threshold slope (~0.8 V/dec) than those containing a pure PVP dielectric. This is ascribed to the high capacitance of the CaTiO3 NP-filled PVP insulator, and its smoother and hydrophobic dielectric surface proved by atomic force microscopy (AFM) and a water contact angle test. We also evaluated the transistor properties in a compressed state. The corresponding device had no significant degradation in performance when bending at various diameters. In particular, it operated well continuously for 120 hours during a constant bending stress. We believe that this technology will be instrumental in the development of future flexible and printed electronic applications.

| S-EPMC7153480 | biostudies-literature

Star-Shaped Boron-Containing Asymmetric Host Materials for Solution-Processable Phosphorescent Organic Light-Emitting Diodes.

Project description:Boron-containing compounds have attracted considerable attention because of their electron-accepting properties, and they are widely used in a variety of fields. However, due to the essential requirement to protect the empty pz-orbital of the boron atom using large steric hindrance or rigid groups, borane derivatives generally show poor solubility and are rarely reported as acceptor units to construct bipolar host materials for phosphorescent organic light-emitting diodes (PhOLEDs). Here, a combined star-shaped and asymmetric donor-acceptor molecular design strategy to improve the solubility and fine tune the optical and electronic properties of boron-containing materials is presented. High thermal stability, solvent solubility, solution processability, and triplet energy are achieved simultaneously. With the thus-designed boron-containing bipolar molecules as host materials, the solution-processed PhOLEDs exhibit high device performances, which are comparable to the vacuum-processed counterparts, showing high external quantum efficiencies up to 18.5% and 14.5% in blue and white PhOLEDs, respectively. These results demonstrate the great potential of the star-shaped and symmetry-breaking borane derivatives in solution-processable organic optoelectronic devices.

| S-EPMC6096993 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data